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C12 NBD dihydro Ceramide (d18:0/12:0)

(Synonyms: NBD Ceramide (d18:0/12:0)) 目录号 : GC43011

A fluorescent analog of long-chain ceramides

C12 NBD dihydro Ceramide (d18:0/12:0) Chemical Structure

Cas No.:474943-05-0

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1mg
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Sample solution is provided at 25 µL, 10mM.

Description

Ceramidase catalyzes the hydrolysis of the N-acyl linkage between the fatty acid and sphingosine base in ceramide to produce sphingosine and a free fatty acid. Three isoforms of ceramidases (acid, neutral, and alkaline) have been characterized based on differences in their catalytic pH optimum.[1][2] C12 NBD dihydro ceramide is a fluorescent ceramide analog that contains a saturated bond in the C-4/C-5 position of the sphingosine backbone. C-12 NBD ceramide, which contains the C-4/C-5 double bond, is a fluorescent ceramidase substrate that can be used for the measurement of alkaline and neutral ceramidase activity from a variety of sources.[3] C12 NBD dihydro ceramide may exhibit reduced activity in ceramidase assays compared to C-12 NBD ceramide. This is based on the observation that saturation of the C-4/C-5 sphingosine bond in C-16-ceramide results in approximately a 10-fold reduction in efficiency as a substrate for rat brain ceramidase compared to the unsaturated substrate. [4] However, experimental characterization of C12 NBD dihydro ceramide as a ceramidase substrate needs to be performed.

Reference:
[1]. Tani, M., Okino, N., Mori, K., et al. Molecular cloning of the full-length cDNA encoding mouse neutral ceramidase. A novel but highly conserved gene family of neutral/alkaline ceramidases. The Journal of Biological Chemisty 275(15), 11229-11234 (2000).
[2]. Ferlinz, K., Kopal, G., Bernardo, K., et al. Human acid ceramidase. Processing, glycosylation, and lysosomal targeting. The Journal of Biological Chemisty 276(38), 35352-35360 (2001).
[3]. Tani, M., Okino, N., Mitsutake, S., et al. Specific and sensitive assay for alkaline and neutral ceramidases involving C12-NBD-ceramide. J. Biochem. 125(4), 746-749 (1999).
[4]. Bawab, S.E., Usta, J., Roddy, P., et al. Substrate specificty of rat brain ceramidase. Journal of Lipid Research 43, 141-148 (2002).

化学性质

Cas No. 474943-05-0 SDF
别名 NBD Ceramide (d18:0/12:0)
化学名 N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl]-12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-dodecanamide
Canonical SMILES OC[C@H](NC(CCCCCCCCCCCNC1=CC=C([N+]([O-])=O)C2=NON=C12)=O)[C@H](O)CCCCCCCCCCCCCCC
分子式 C36H63N5O6 分子量 661.9
溶解度 20mg/mL in DMSO, 30mg/mL in DMSO, 20mg/mL in Ethanol 储存条件 Store at -20°C
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1 mM 1.5108 mL 7.554 mL 15.108 mL
5 mM 0.3022 mL 1.5108 mL 3.0216 mL
10 mM 0.1511 mL 0.7554 mL 1.5108 mL
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